Conwill Estates Homes for Sale

5 Beds ⋅ 5 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Under Construction. Set within Winter Park’s highly sought-after Tree Streets, this exceptional new home delivers a sophisticated blend of architectural presence, refined interiors, and effortless indoor-outdoor living. A striking façade creates an unforgettable first impression, while a marble mosaic entry introduces the artistry and attention to detail found throughout the home. The main living space is designed to feel both impressive and inviting, centered around a dramatic electric fireplace wrapped in fluted stone. Expansive sliding glass doors fill the room with natural light and create a seamless connection to the outdoor entertaining areas. Open to the living room, the chef’s kitchen is a true statement, pairing richly veined Calacatta Gioia countertops with custom cabinetry, a built-in refrigerator, and a full suite of Thermador appliances. A generous walk-in pantry provides abundant storage and preparation space while maintaining the kitchen’s clean, elevated aesthetic.The first-floor primary suite offers a private retreat with vaulted ceilings and direct access to the backyard. Its spa-inspired bathroom is a sanctuary of beautifully selected marble tile and a serene, sophisticated color palette. A freestanding soaking tub, oversized walk-in shower, dual vanities, and thoughtfully curated finishes create an atmosphere reminiscent of a luxury resort. Also located on the main level is a versatile secondary bedroom that could serve beautifully as a private home office or guest suite, along with a well-appointed powder bath and a combined laundry and mudroom designed for everyday convenience. Upstairs, three additional guest suites provide comfort and privacy, while a spacious loft offers flexibility as a second living room, media space, or playroom. A second laundry room adds another layer of functionality to the thoughtfully planned layout. Outside, the home continues to impress with a covered lanai and full summer kitchen, creating the perfect setting for year-round entertaining. A marble pool deck surrounds the sparkling pool and spa, while the spacious backyard offers room to relax, gather, and enjoy the Central Florida lifestyle in complete comfort. The location is what really sets this home apart. New construction opportunities are becoming increasingly rare within the up-and-coming Tree Streets, making this residence an especially compelling offering. Just a short walk from the Winter Park YMCA, Phelps Park, and Interlachen Country Club, the home places recreation and everyday conveniences close at hand. Hop on your golf cart and arrive to Park Avenue's boutiques, cafes, and restaurants within minutes. A home of this caliber in such a coveted location is a rare find and it won’t remain available for long.

1773 Walnut Avenue, Winter Park

$775,000

4 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Welcome to 1562 Arbor Park Drive, a beautifully maintained four-bedroom, two-and-a-half-bath residence tucked along a charming brick street in the heart of Winter Park. This move-in-ready home combines elevated finishes, abundant natural light, a flexible split-bedroom floor plan, and an exceptional location near the shopping, dining, and cultural attractions that make Winter Park one of Central Florida’s most desirable communities. At the center of the home is a completely redesigned kitchen that is both stylish and highly functional. New cabinetry, quartz countertops, stainless steel appliances, generous storage, and an oversized island with bar seating create an inviting setting for everyday meals and entertaining. A beautiful picture window frames views of the lush backyard and fills the kitchen with natural light. The open living spaces flow seamlessly together over wood-look tile flooring, while fresh interior paint, updated fixtures, and an electric fireplace add warmth and a polished contemporary feel. Privately positioned on one side of the home, the expansive primary suite feels like a retreat of its own. The suite includes a custom designed walk-in closet and a beautifully designed bathroom with separate vanities, a freestanding soaking tub, an oversized walk-in shower, and a private water closet. Three additional bedrooms are located on the opposite side of the home, providing separation and flexibility for family members or overnight guests. The outdoor setting is equally impressive. The enormous, fully fenced backyard has been lovingly maintained and features mature greenery, privacy, and plenty of room for entertaining, recreation, gardening, pets, or a future outdoor living retreat. Bonus: there is additional parking on the west side of the home that is accessible from the backyard - perfect for hosting or entertaining! A cobblestone driveway enhances the home’s curb appeal, while notable improvements include replacement of the HVAC system and ductwork in 2016, numerous plumbing updates, and extensive interior renovations. Enjoy a location that places the best of Winter Park within easy reach. The home is conveniently located near the Winter Park YMCA, Lakemont Elementary School, Phelps Park, Rollins College, and the Winter Park Chain of Lakes - not to mention all of the boutiques, restaurants, museums, & cafés, and community events of historic Park Avenue. Baldwin Park, Winter Park Village, and Audubon Park are also just minutes away, offering even more options for dining, shopping, entertainment, and outdoor recreation. This is an exceptional opportunity to enjoy a gorgeous, fully updated home in the highly desirable in-town Winter Park address. Schedule your private showing and experience the lifestyle, location, and thoughtful design of 1562 Arbor Park Drive.

1562 Arbor Park Drive, Winter Park

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Orange County › Winter Park › Conwill Estates

Conwill Estates, Winter Park

Conwill Estates is a neighborhood in northeast Winter Park, in the 32789 zip code, built mostly in the 1950s. Homes are block and stucco. Most homes fall between about 1,400 and 3,900 square feet under air, the median lot is roughly a quarter acre, and a two car garage is standard.

Most of Conwill Estates carries no mandatory HOA.

What the homes are

Built Mostly built in the 1950s, with homes from 1953 to 2027.
Construction Block and stucco. Shingle roofs on 77% of homes.
Style Traditional, Ranch
Size Most homes fall between about 1,400 and 3,900 square feet under air.
Bedrooms Four bedrooms is the most common plan, then three, then five.
Garage A two car garage is standard.
Lot The median lot is roughly a quarter acre.
HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.

Where Conwill Estates is

Conwill Estates, centered at 28.613023, -81.328835. Drag to explore.

Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Conwill Estates, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving to	Time	Miles
Downtown Orlando	23 min	8.5
Walt Disney World	38 min	28.5
Orlando International Airport	33 min	14.3
Universal Orlando	30 min	16.6

Public schools nearby

Lakemont Elementary School 2 min, 0.5 mi
Aloma Charter High School 7 min, 2.3 mi
Brookshire Elementary School 8 min, 2.1 mi
Dommerich Elementary School 10 min, 2.9 mi

Private schools nearby

Christian Education at Woodruff Academy 3 min, 0.6 mi
Chesterton Academy of Orlando 7 min, 2.3 mi
St. Margaret Mary Catholic School 7 min, 1.9 mi

Parks and recreation

Phelps Park 2 min, 0.3 mi
Lake Knowles Park 3 min, 0.4 mi
Howell Branch Preserve 5 min, 1.6 mi
John Langdon Park 6 min, 1.6 mi

Groceries and errands

DG Market 4 min, 1.2 mi
Publix Super Market at Aloma Shopping Center 5 min, 1.4 mi
Sprouts Farmers Market 4 min, 1.1 mi
In-N-Out Market 7 min, 1.8 mi

Useful local links

Nearest is not the same as zoned. The schools above are the closest ones to Conwill Estates by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.

Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Conwill Estates actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 8 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated November 2026.

What homes sold for in Conwill Estates

$1,912,500Median sale price

$547Median per square foot

26 daysMedian days to contract

8Homes sold in 12 months

Sale prices ran from $700,000 to $3,500,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home size	Sales	Median price	Median $/sq ft	Median days
2,000 to 3,000 sq ft	3	$1,188,000	$456	12 days
3,000 sq ft and up	5	$2,037,500	$566	111 days

A price per foot taken from the whole neighborhood should never be applied straight to one house.

Price cuts and time to contract

Median days to go under contract. Shorter is better.

Never reduced 5 sales, closed at 95.3% of asking12 days

Reduced at least once 3 sales, closed at 94% of the reduced price122 days

Sellers who held their number went under contract in a median 12 days. Sellers who had to reduce took 122 days and still closed at 94% of their already reduced price, after a typical cut of $421,000.

Seller concessions

25%Of sales included a seller credit

$11,500Typical credit when there was one

2 of 8Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Cash 5 sales62%

Conventional 3 sales38%

Cash was 62% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Conwill Estates, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Conwill Estates in Winter Park, Orange County, covering closed sales from 7 November 2025 through 2 November 2026, refreshed monthly and current as of November 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.